36634-78-3

Basic information

• Product Name: 2-methyl-3-styryl-indole
• Synonyms: 2-methyl-3-styryl-indole
• CAS NO: 36634-78-3
• Molecular Weight: 233.313
• Mol File: 36634-78-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-methyl-3-styryl-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-3-styryl-indole(36634-78-3)
• EPA Substance Registry System: 2-methyl-3-styryl-indole(36634-78-3)

Safety Data

• Hazardous Substances Data: 36634-78-3(Hazardous Substances Data)

Upstream product

• 5416-80-8 2-methyl-1H-indole-3-carbaldehyde 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 95-20-5 2-methyl-1H-indole 
• 5153-67-3 nitrostyrene 
• 101-41-7 benzeneacetic acid methyl ester 
• 60-12-8 2-phenylethanol 
• 122-78-1 phenylacetaldehyde 
• 103-82-2 phenylacetic acid 
• 1548517-73-2 3,3′-(butane-1,1-diyl)bis(2-methyl-1H-indole) 
• 1397587-24-4 3,3′-(2-phenylethane-1,1-diyl)bis(2-methyl-1H-indole) 
• 37125-92-1 2-methylgramine 
• 100-52-7 benzaldehyde 

Downstream Products

• 95-20-5 2-methyl-1H-indole 
• 1539093-70-3 2-methyl-3-phenethyl-1H-indole 
• 19006-14-5 2-methyl-3-benzylindole 
• 26205-83-4 (4-chlorophenyl)(2-methyl-3-indolyl)methane 
• 5782-24-1 (4-methoxyphenyl)(2-methyl-3-indolyl)methane 
• 1310681-96-9 (3-methoxyphenyl)(2-methyl-3-indolyl)methane 
• 1310681-95-8 2-methyl-3-(2-methoxyphenylmethyl)indole 

Relevant articles and documents

Visible-Light-Enabled Aerobic Denitrative C3-Alkenylation of Indoles with β-Nitrostyrenes

Herein, we unveil the first visible-light-mediated alkenylation reaction of indoles. The reaction follows a denitrative radical pathway where β-nitrostyrenes have been utilized as the alkene precursors for the C3-styrenylation of indoles under visible-light irradiation to afford biologically and synthetically important 3-alkenylindoles. High regioselectivity, absence of any photocatalyst, metal, external oxidant, acid or base, and the use of visible light and air as inexpensive clean reagents are the key highlights of the developed method.

Cobalt-catalysed reductive C-H alkylation of indoles using carboxylic acids and molecular hydrogen

The direct CH-alkylation of indoles using carboxylic acids is presented for the first time. The catalytic system based on the combination of Co(acac)3 and 1,1,1-tris(diphenylphosphinomethyl)-ethane (Triphos, L1), in the presence of Al(OTf)3 as co-catalyst, is able to perform the reductive alkylation of 2-methyl-1H-indole with a wide range of carboxylic acids. The utility of the protocol was further demonstrated through the C3 alkylation of several substituted indole derivatives using acetic, phenylacetic or diphenylacetic acids. In addition, a careful selection of the reaction conditions allowed to perform the selective C3 alkenylation of some indole derivatives. Moreover, the alkenylation of C2 position of 3-methyl-1H-indole was also possible. Control experiments indicate that the aldehyde, in situ formed from the carboxylic acid hydrogenation, plays a central role in the overall process. This new protocol enables the direct functionalization of indoles with readily available and stable carboxylic acids using a non-precious metal based catalyst and hydrogen as reductant.

Condensation of indoles and aldehydes in subcritical water without the addition of catalysts

A series of 3,3′-diindolylmethanes were prepared in high yields from indoles and aldehydes under subcritical water conditions without the addition of catalysts. 3-Alkenylindoles were also obtained in good yields from aldehydes bearing benzylic hydrogen atoms.